2-Nitro-4-(trifluoromethoxy)phenol → 2-Amino-4-(trifluoromethoxy)phenol

HRID 884951Notes

Reaction equation

HRID 884951 reaction equation
[F:1][C:2]([F:15])([F:14])[O:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([N+:11]([O-])=O)[CH:5]=1.[H][H]>[Pd].C(OCC)(=O)C>[NH2:11][C:6]1[CH:5]=[C:4]([O:3][C:2]([F:1])([F:14])[F:15])[CH:9]=[CH:8][C:7]=1[OH:10]

Participants

5

Reactant 2

HCID 27757752-Nitro-4-(trifluoromethoxy)phenolHCID 178418361HCID 178418361, compound

Product 1

HCID 27377292-Amino-4-(trifluoromethoxy)phenolYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 4.53 g of 4-trifluoromethoxy-2-nitrophenol, 35 ml of ethyl acetate and 1.0 g of 5% palladium on carbon was stirred under about one atmosphere of hydrogen at room temperature for 1.7 hours. The mixture was filtered through Celite™. The filtrate was concentrated under reduced pressure to give 3.92 g of 2-amino-4-trifluoromethoxy phenol.

Workup

  1. filtrationThe mixture was filtered through Celite™
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-0ea26df9fb9049beb4359c0ae80fc46e
Source dataset
uspto-grants-2012_08
Patent number
US08242133B2

Reaction notes

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